1,2:5,6-di-O-isopropylidene-3-C-methyl-α-D-glucofuranose | 35784-67-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2:5,6-di-O-isopropylidene-3-C-methyl-α-D-glucofuranose
• 英文别名: (3aR,5R,6S,6aR)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2,6-trimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxol-6-ol
• CAS: 35784-67-9；53270-26-1；53929-07-0；53929-16-1；64696-56-6
• 化学式: C₁₃H₂₂O₆
• 分子量: 274.314
• InChiKey: IFCIRYNTUNJPIJ-KQEVWFTPSA-N

物化性质

• 熔点：
  106-107 °C
• 沸点：
  363.5±42.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,2:5,6-di-O-isopropylidene-3-C-methyl-α-D-glucofuranose 在 palladium on activated charcoal lead(IV) acetate 、 盐酸 、 四氧化锇 、 molecular sieve 、 硫酸 、 水 、 氢气 、 sodium hydride 、 potassium carbonate 、 N-甲基吗啉氧化物 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 二甲基亚砜 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 、 苯 为溶剂， 生成
  参考文献：
  名称：

  Stereocontrolled synthesis of a segment having six consecutive chiral centers for the synthesis of erythromycin a from D-glucose

  摘要：

  DOI：

  10.1016/s0040-4039(00)88188-5

文献信息

• Total synthesis and the absolute configuration of aurovertin b, an acute neurotoxic metabolite
  作者：Shigeru Nishiyama、Hiroaki Toshima、Hiroki Kanai、Shosuke Yamamura

  DOI：10.1016/s0040-4020(01)89819-7

  日期：——

  Aurovertin B, a metabolite of , has been synthesized from D-glucose stereospecific cyclization. Its absolute configuration has been unambiguously determined.

  Aurovertin B（一种的代谢物）是由D-葡萄糖立体有择环化合成的。其绝对配置已明确确定。
• SUBSTITUTED ALPHA-L-BICYCLIC NUCLEOSIDES
  申请人：Seth Punit P.

  公开号：US20110166205A1

  公开（公告）日：2011-07-07

  The present disclosure describes substituted α-L-bicyclic nucleoside analogs, oligomeric compounds prepared therefrom and methods of using the oligomeric compounds. More particularly, substituted α-L-bicyclic nucleoside analogs are provided, having one or more chiral substituents, that are useful for enhancing properties of oligomeric compounds including binding affinity. In some embodiments, the oligomeric compounds provided herein hybridize to a portion of a target RNA resulting in loss of normal function of the target RNA.
• US8501805B2
  申请人：——

  公开号：US8501805B2

  公开（公告）日：2013-08-06
• [EN] SUBSTITUTED ALPHA-L-BICYCLIC NUCLEOSIDES<br/>[FR] NUCLÉOSIDES ALPHA-L-BICYCLIQUES SUBSTITUÉS
  申请人：ISIS PHARMACEUTICALS INC

  公开号：WO2010036698A1

  公开（公告）日：2010-04-01

  The present disclosure describes substituted α-L-bicyclic nucleoside analogs, oligomeric compounds prepared therefrom and methods of using the oligomeric compounds. More particularly, substituted α-L-bicyclic nucleoside analogs are provided, having one or more chiral substituents, that are useful for enhancing properties of oligomeric compounds including binding affinity. In some embodiments, the oligomeric compounds provided herein hybridize to a portion of a target RNA resulting in loss of normal function of the target RNA.
• Stereocontrolled synthesis of a segment having six consecutive chiral centers for the synthesis of erythromycin a from D-glucose
  作者：Yuji Oikawa、Takao Nishi、Osamu Yonemitsu

  DOI：10.1016/s0040-4039(00)88188-5

  日期：1983.1